methyl 2-(N-tert-butylsulfamoyl)-4-nitrobenzoate → methyl 4-amino-2-(N-tert-butylsulfamoyl)benzoate

HRID 997

Reaktionsgleichung

Reaktionsgleichung von HRID 997
[C:1]([NH:5][S:6]([C:9]1[CH:14]=[C:13]([N+:15]([O-])=O)[CH:12]=[CH:11][C:10]=1[C:18]([O:20][CH3:21])=[O:19])(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>CO>[C:1]([NH:5][S:6]([C:9]1[CH:14]=[C:13]([NH2:15])[CH:12]=[CH:11][C:10]=1[C:18]([O:20][CH3:21])=[O:19])(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 15240542methyl 2-(N-tert-butylsulfamoyl)-4-nitrobenzoateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 10946074methyl 4-amino-2-(N-tert-butylsulfamoyl)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

25.08 g (0.079 mol) of N-tert-butyl-2-methoxycarbonyl-5-nitrobenzenesulfonamide are dissolved in 1000 ml of MeOH. 0.50 g of Pd--C (10%) is added and the mixture is shaken under a hydrogen atmosphere (1 atm) until the uptake of hydrogen has finished. The catalyst is separated off and the solvent is removed by distillation. The residue is induced to crystallize by stirring with a little ethyl acetate. The resulting N-tert-butyl-5-amino-2-methoxycarbonylbenzenesulfonamide (18.3 g; 80.9% of theory) melts at 193° C.

Aufarbeitung

  1. customThe catalyst is separated off
  2. customthe solvent is removed by distillation
  3. customto crystallize

Quellen und Nachweise

ORD-Eintrag
ord-5441fae977e64216866214e130a2476a
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05723409

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